Hillsborough County Vacations & Trips from ￥319,007
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Top destinations in Hillsborough County
Tampa
The Latest Hillsborough County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
￥384,388
per person
Sep 17 - Sep 22
just found
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
9.2/10 Wonderful! (1,005 reviews)
Beautiful home, very clean, comfortable, and well maintained. The kitchen was exceptionally well stocked with all the utensils, cookware, and glassware you could possibly need. It truly had everything necessary to make our family vacation easy, relaxing, and enjoyable. We felt right at home and really appreciated how thoughtfully the house was equipped.
Reviewed on Aug 16, 2026
Magic Village Yards, Trademark Collection by Wyndham
￥324,251
per person
Oct 28 - Nov 4
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9/10 Wonderful! (1,196 reviews)
Really good place to stay with family. Not a lot of people which was surprising for how nice this location was for us.
Reviewed on Aug 16, 2026
Hillsborough County Hotel Deals
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
￥22,815
￥25,895 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (1,516 reviews)
"Excellent service, room, breakfast, staff"
Reviewed on Aug 16, 2026
Four Points by Sheraton Suites Tampa Airport Westshore
4400 W Cypress St Tampa FL
Fully refundableReserve now, pay when you stay
￥16,888
￥19,167 total
Aug 23 - Aug 24
includes taxes & fees
8.4/10 Very Good! (1,157 reviews)
"The room was very clean! Staff was very friendly and helpful!"
Reviewed on Aug 16, 2026
OASIS BAY SUITES, Tampa, Busch Gardens, USF
3001 University Center Dr Tampa FL
Fully refundableReserve now, pay when you stay
￥15,160
￥17,207 total
Aug 27 - Aug 28
includes taxes & fees
8.6/10 Excellent! (2,806 reviews)
"The hotel was amazing and the staff was equally as wonderful. My son really enjoyed the swimming pool. The breakfast was also fantastic. Well worth the stay."
Reviewed on Aug 17, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
How much does a Hillsborough County vacation package cost?
Chart your own course with our Hillsborough County vacation packages, which start from only ￥319,007. Select the hotels and flights that suit your travel style. Then, add on a few tours or experiences for an incredible escape.
How do I get a cheap travel package to Hillsborough County?
Browse and book everything in one place with our Hillsborough County vacation packages. You'll discover deals on hotels, flights and more that'll keep your credit card happy and your adventurousness alive. And, with more than 550 air carriers and 1,000,000 hotels around the globe to select from, you'll have endless opportunities to mix and match as you like.
Where should I stay in Hillsborough County?
Tampa is a great place to visit. It draws in many wanderers who come to explore its top sights, which include Raymond James Stadium and University of South Florida.
What are the top hotels in Hillsborough County?
For properties in Tampa with friendly service and cozy beds, you can't beat Hyatt Place Tampa Downtown and Seminole Hard Rock Hotel & Casino Tampa. If you're swinging by Plant City as well, you can look forward to a relaxing night's sleep at Ramada by Wyndham Tampa Westshore or Hampton Inn & Suites Tampa Airport Avion Park Westshore.
How far in advance should I book my Hillsborough County vacation?
Reserving your tickets early with Expedia means one less thing to have to worry about. A number of air carriers advertise tickets up to 12 months prior to take off. Usually, this is the cheapest time to book. If circumstances have left you booking late, discount prices to Hillsborough County sometimes become available just a few weeks before departure.
What does an Expedia Hillsborough County travel package include?
Expedia has everything you need to plan your Hillsborough County trip, but what goes into your package is your call. Pick from any combination of flights, hotels and rental cars. Looking for some activities or tours to keep you busy? Once you've made your booking, you can add them on too. Whatever your style, there's a vacation package to match your needs.
What should I know before booking a Hillsborough County travel package?
An Expedia travel package can be customized for your circumstances and is a great way to stretch your dollars further. How much you include is completely up to you. Rental cars, hotels and flights — decide on a combination that suits your style.
Can I choose my airline with a Hillsborough County Expedia vacation package?
Yes, and with over 550 airlines to choose from around the world, you've got lots of choice. Browse the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Hillsborough County vacation package?
Certainly, and we're here to help. You may be able to cancel or amend your Hillsborough County vacation package for free if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company for older bookings. If life throws you a curveball, browse our Customer Service Portal for further information.
Stay near popular Hillsborough County attractions
Busch Gardens Tampa Bay
8.8/10 (6,744 reviews)
This premier theme park seamlessly blends heart-racing roller coasters with one of North America's largest zoos. Experience the rush of Iron Gwazi or observe exotic wildlife on the Serengeti Plain safari.
Raymond James Stadium
8.8/10 (3,842 reviews)
Home of the Tampa Bay Buccaneers, Raymond James Stadium features a 103-foot pirate ship that fires confetti cannons after touchdowns. Experience the electric game-day atmosphere with vibrant tailgating.
Tampa Riverwalk
9.0/10 (7,225 reviews)
This 2.6-mile waterfront path connects Tampa's cultural treasures with scenic river views and vibrant public art. Stroll between museums and restaurants, or rent a bike to experience the illuminated pathway at sunset.
Seminole Hard Rock Casino Tampa
8.6/10 (4,106 reviews)
This AAA Four-Diamond casino resort boasts a vast gaming floor with high-stakes tables and thousands of slots. Complement your play with award-winning dining and luxury spa treatments at this entertainment destination.
Benchmark International Arena
9.0/10 (1,814 reviews)
This downtown Tampa entertainment powerhouse hosts the NHL's Lightning and 150+ events annually. Watch hockey games beneath Tesla coils that shoot real lightning or catch A-list concerts in the 20,500-seat arena.
Tampa Convention Center
8.4/10 (2,186 reviews)
This waterfront convention center in downtown Tampa offers 600,000 square feet of versatile event space. Explore the adjacent Tampa Riverwalk for dining and entertainment before or after your event.
Florida Aquarium
8.8/10 (3,540 reviews)
The Florida Aquarium houses 7,000 aquatic species across diverse marine habitats including a 500,000-gallon coral reef. Explore touch pools or watch sharks glide overhead in this downtown Tampa educational adventure.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
